7. With slouchy jeans

Macy's

Baggier jeans are making a comeback this season so be on trend by snapping up a pair like these medium-rinse, vintage-inspired ones from Ralph Lauren’s Denim & Supply line. With distressing in all the right places to lend them that broken-in-just-right feel, these jeans have "lazy weekend" written all over them. To ensure your ensemble is more slouchy-cool than straight-up sloppy, add other weekend pieces like rugged boots and a T-shirt and then pull everything together with your navy blazer.